Property Description
279 Lake Sherwood Drive | A Rare Opportunity in One of Southern California's Most Sought-After Communities.Just minutes from the heart of Westlake Village, this enchanting Lake Sherwood property feels like a private oasis, offering a lifestyle that is increasingly rare to find--open space, privacy, serene natural beauty, and possibilities all in one. Available on the market for the very first time, 279 Lake Sherwood Drive offers the opportunity to own a slice of paradise in the prestigious community of Lake Sherwood. Originally built in 1957 as a classic lake cottage, the home itself is brimming with character: large picture windows, a cozy covered porch, hardwood floors, and natural light pouring in from every direction. The floor plan features three bedrooms, two full bathrooms, a dedicated dining area, and a galley-style kitchen that connects seamlessly to the living space, all exuding warmth and a sense of ease. From the kitchen and living room, watch the sunlight dance on the water with the majestic Santa Monica Mountains as your backdrop. The true magic of this property is its extraordinary outdoor setting. Just steps from the lake and nestled beneath a canopy of mature trees at the base of a scenic hillside, the expansive, flat, and beautifully manicured lot offers an unparalleled sense of peace and privacy. Whether you're dining al fresco under twinkling bistro lights, surrounded by thriving vegetable and pollinator gardens, lounging by the fire pit at dusk, or swaying in a hammock beneath the shady trees on a warm summer day, the outdoor spaces invite you to slow down and savor the setting. A large grass lawn, complete with a custom play structure and swing set create room for joy and connection, while the enormous, enclosed side yard is a perfect blank canvas. The sheer scale and thoughtful layout of the property unlocks endless possibilities--whether you're dreaming of expanding the home's footprint, adding an ADU, putting in a pool, or even a complete rebuild, you have the ideal setting surrounded by natural beauty. This rare offering provides both immediate charm and long-term flexibility in one of Lake Sherwood's most treasured settings. Additional highlights include no HOA, a detached two-car garage with an extended driveway offering ample parking for guests, and peek-a-boo lake views from the front yard. With private lake access just steps from your door, every day feels like a getaway. Enjoy paddle boarding across glassy waters, bass fishing from the shoreline, refreshing swims, or sunset cruises on this tranquil lake. For those who embrace an active, outdoor lifestyle, the location is truly unrivaled--a cyclist's dream, ideal for scenic morning walks around the lake, peaceful birdwatching, and soaking in the quiet majesty of nature. All this, while being just minutes from city conveniences--a mountain-like escape without ever leaving town. This property also grants access to many exclusive amenities. Behind the community's secure guard gates Lake Sherwood residents can enjoy private lakeside Maid Marian Park - perfect for picnics, play, or simply taking in the tranquil scenery. Consider becoming a member of renowned Lake Sherwood Country Club. Just a short golf cart ride away, the club offers world-class golf, tennis, swimming, a spa, fitness facilities, fine dining, and a vibrant social calendar. Whether you're looking for a turnkey lakeside retreat, a forever home to reimagine and make your own, or a legacy estate to be cherished for generations, 279 Lake Sherwood Dr. is a rare jewel in one of California's most iconic and exclusive communities. Opportunities like this are exceedingly rare--don't miss your chance.
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“I specialize in helping clients find their dream home or next investment in California, focusing on residential and multi-family properties. My client-first approach, clear communication, and attention to detail ensure that everyone I work with receives exceptional service.”
TurboHome Fair Market Estimate
TurboHome Savings
$25,944
TurboHome Estimated Value
$2,014,300
$1,586 sqft
High Valuation
$2,115,015
$1665/sqft
Normal Valuation
$2,014,300
$1586/sqft
Low Valuation
$1,913,585
$1507/sqft
3rd Party Estimates
Source | $/sqft | Valuation |
---|---|---|
HouseCanary | $1586/sqft | $2,014,300 |
Get a detailed valuation report, schedule a tour or make an offer!
“I specialize in helping clients find their dream home or next investment in California, focusing on residential and multi-family properties. My client-first approach, clear communication, and attention to detail ensure that everyone I work with receives exceptional service.”
Neighborhood: Lake Sherwood-762 - 762
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Comparative Value
$1.24M
$2.21M
$2.30M
1443 Briarglen Ave, Westlake Village, CA 91361
Sale Price: $1,238,500
Selected Comparable
2498 Hereford Rd, Lake Sherwood, CA 91361
Sale Price: $2,205,000
Selected Comparable
279 Lake Sherwood Dr, Lake Sherwood, CA 91361
List Price: $2,299,000
Subject Property
Neighborhood Comps
Subject Property
SUBJECT279 Lake Sherwood Dr, Lake Sherwood, CA 91361
List: $2,299,000
Listed: 6/26/2025
Area:1,270 sqft
Price/sqft:$1,810
Beds:3
Baths:2
Year Built:—
Lot Size:10,890
Comparable Properties
COMPARABLEChoose comps
1443 Briarglen Ave, Westlake Village, CA 91361
Sale: $1,238,500
6/17/2025 • 1.27 mi
Area:1,605 sqft
Price/sqft:$772
Beds:4
Baths:2
Year Built:—
Weight:51.4%
2498 Hereford Rd, Lake Sherwood, CA 91361
Sale: $2,205,000
12/11/2024 • 0.73 mi
Area:1,770 sqft
Price/sqft:$1,246
Beds:3
Baths:3
Year Built:—
Weight:48.6%
Subject Property
SUBJECTImage | Address | List Price | sqft | Price/sqft | Lot Size | Distance | List Date | Beds | Baths | Year Built | Weight |
---|---|---|---|---|---|---|---|---|---|---|---|
279 Lake Sherwood Dr, Lake Sherwood, CA 91361 | $2,299,000 | 1,270 | $1,810 | 10,890 | — | 6/26/2025 | 3 | 2 | — | — |
Comparable Properties
COMPARABLEChoose comps
Image | Address | Sale Price | sqft | Price/sqft | Lot Size | Distance | Sale Date | Beds | Baths | Year Built | Weight |
---|---|---|---|---|---|---|---|---|---|---|---|
1443 Briarglen Ave, Westlake Village, CA 91361 | $1,238,500 | 1,605 | $772 | 10,890 | 1.27 mi | 6/17/2025 | 4 | 2 | — | 51.4% | |
2498 Hereford Rd, Lake Sherwood, CA 91361 | $2,205,000 | 1,770 | $1,246 | 15,200 | 0.73 mi | 12/11/2024 | 3 | 3 | — | 48.6% |
Nearby Listings
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4 bd 3 ba 3,308 sqft
TurboHome Est. Value:
$2,152,300

List Price: $2,199,000
1668 Abbotsbury St, Lake Sherwood, CA 91361
4 bd 3 ba 2,548 sqft
TurboHome Est. Value:
$2,083,000

List Price: $2,495,000
2431 Swanfield Ct, Thousand Oaks, CA 91361
2 bd 3 ba 1,964 sqft
TurboHome Est. Value:
$2,709,100
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